去氢枞酸基B环并噻唑-酰胺化合物的合成及抑菌活性
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TQ351

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国家自然科学基金项目(31060100);广西植物功能物质研究与利用重点实验室开放基金课题(FPRU2016-1)


Synthesis and Antifungal Activity of Dehydroabietic Acid-Based B Ring-Fused-Thiazole-Amide Compounds
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    摘要:

    为了寻找天然产物基抑菌剂,以去氢枞酸为原料,设计并合成得到20个新型去氢枞酸基B环并噻唑-酰胺化合物(Ⅵa~t)。初步探索了合成条件,并利用FTIR、1HNMR、13CNMR和ESI-MS对目标产物进行了结构表征。还测试了化合物对黄瓜枯萎病菌、番茄早疫病菌、苹果轮纹病菌、花生褐斑病菌和小麦赤霉病菌等5种植物病原菌的抑菌活性。初步的生物活性测试表明,在50 mg/L质量浓度下,目标产物去氢枞酸基B环并噻唑-苯甲酰胺(Ⅵj)和中间体去氢枞酸基B环并噻唑-胺(Ⅴ)对苹果轮纹病菌的抑制率分别为90.0%和92.4%(活性级别为A级)。

    Abstract:

    In an attempt to search for natural product-based antifungal agents, twenty novel dehydroabietic acid-based B ring-fused-thiazole-amide compounds (Ⅵa~t) were designed and synthesized by using dehydroabietic acid as a starting material. The synthetic conditions were investigated preliminarily, and the target products were characterized by FTIR, 1HNMR, 13CNMR, and ESI-MS. The antifungal activity was also evaluated against the following 5 plant pathogens: Fusarium oxysporum f. cucumerinum, Cercospora arachidicola, Physalospora piricola, Alternaria solani, and Gibberella zeae. The preliminary bioassay showed that, at the concentration of 50 mg/L, the target product dehydroabietic acid-based B ring-fused-thiazole-benzamide (Ⅵj) and the intermediate dehydroabietic acid-based B ring-fused-thiazole-amine (Ⅴ) had inhibition rates of 90.0% and 92.4% against Physalospora piricola(A-class activity level), respectively.

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陈乃源,段文贵,林桂汕,刘陆智,张瑞,李典鹏.去氢枞酸基B环并噻唑-酰胺化合物的合成及抑菌活性[J].精细化工,2016,33(7):

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  • 收稿日期:2016-04-01
  • 最后修改日期:2016-05-03
  • 录用日期:2016-05-09
  • 在线发布日期: 2016-06-06
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